Mono- versus bidentate ligands in rhodium-catalyzed asymmetric hydrogenation.: A comparative rate study

被引：75

作者：

Peña, D

Minnaard, AJ

de Vries, AHM

de Vries, JG

Feringa, BL

机构：

[1] Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands

[2] DSM Res Life Sci, Adv Synth & Catalysis, NL-6160 MD Geleen, Netherlands

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 04期

关键词：

D O I：

10.1021/ol027457t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Bidentate chiral phosphines are no longer essential for achieving a fast and highly enantioselective hydrogenation of alpha- or beta-dehydroamino acid derivatives. In particular, a readily accessible and stable monodentate phosphoramidite can be highly effective in these asymmetric hydrogenations.

引用

页码：475 / 478

页数：4

共 44 条

[1]

[Anonymous], 1993, HDB ENANTIOSELECTIVE

[2] The economic use of precious chiral diphosphine ligands-DuPHOS and its rhodium(I) COD and NBD complexes [J].

Börner, A ;

Heller, D .

TETRAHEDRON LETTERS, 2001, 42 (02) :223-225

[3]

Brown J. M., 1999, COMPREHENSIVE ASYMME, V1

[4] C2-SYMMETRICAL BIS(PHOSPHOLANES) AND THEIR USE IN HIGHLY ENANTIOSELECTIVE HYDROGENATION REACTIONS [J].

BURK, MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8518-8519

[5]

Chaloner P A., 1994, Homogeneous Hydrogenation, DOI [DOI 10.1007/978-94-017-1791-5, 10.1007/978-94-017-1791-5]

[6] Enantioselective hydrogenation with inexpensive, easily available monodentate phosphite ligands [J].

Chen, WP ;

Xiao, JL .

TETRAHEDRON LETTERS, 2001, 42 (15) :2897-2899

[7]

Claver C, 2000, CHEM COMMUN, P961

[8] ASYMMETRIC SYNTHESIS OF HYDRATROPIC ACID AND AMINO-ACIDS BY HOMOGENEOUS CATALYTIC HYDROGENATION [J].

DANG, TP ;

KAGAN, HB .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (10) :481-&

[9] Part III. COD versus NBD precatalysts. Dramatic difference in the asymmetric hydrogenation of prochiral olefins with five-membered diphosphine Rh-hydrogenation catalysts [J].

Drexler, HJ ;

Baumann, W ;

Spannenberg, A ;

Fischer, C ;

Heller, D .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 621 (1-2) :89-102

[10] Novel monodentate spiro phosphorus ligands for rhodium-catalyzed hydrogenation reactions [J].

Fu, Y ;

Xie, JH ;

Hu, AG ;

Zhou, H ;

Wang, LX ;

Zhou, QL .

CHEMICAL COMMUNICATIONS, 2002, (05) :480-481

← 1 2 3 4 5 →